$396 Find Cheap Flights from Rapid City to Caribbean

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Rapid City to Caribbean departing on 7/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Rapid City to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Providenciales
Providenciales2 stops$727
Port of Spain
Port of Spain2 stops$853
Providenciales
Providenciales2 stops$727
Port of Spain
Port of Spain2 stops$853

Book Cheap Rapid City to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Rapid City to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Rapid City to Caribbean

Wed, Jul 29 - Tue, Aug 4
United Airlines Logo
5:00 am - 5:38 pm
RAP
-
SJU
10h 38m
1 stop
United Airlines Logo
1:00 am - 10:24 am
SJU
-
RAP
11h 24m
2 stops
$396United Airlines
Thu, Aug 27 - Mon, Aug 31
American Airlines Logo
11:48 am - 12:15 am
RAP
-
SJU
10h 27m
1 stop
American Airlines Logo
4:53 pm - 11:49 am
SJU
-
RAP
20h 56m
2 stops
$426American Airlines
Thu, May 14 - Sat, May 30
American Airlines Logo
1:08 pm - 1:15 pm
RAP
-
STX
22h 07m
2 stops
American Airlines Logo
3:48 pm - 11:20 am
STX
-
RAP
21h 32m
2 stops
$530American Airlines
Wed, Jul 29 - Wed, Aug 5
American Airlines Logo
11:50 am - 9:43 am
RAP
-
SJU
19h 53m
2 stops
American Airlines Logo
6:00 am - 9:35 pm
SJU
-
RAP
17h 35m
2 stops
$537American Airlines
Mon, Aug 24 - Tue, Sep 1
American Airlines Logo
6:10 pm - 2:10 pm
RAP
-
SJU
18h 00m
1 stop
American Airlines Logo
4:53 pm - 12:30 pm
SJU
-
RAP
21h 37m
2 stops
$546American Airlines
Wed, Aug 26 - Tue, Sep 1
American Airlines Logo
5:02 pm - 4:03 pm
RAP
-
SJU
21h 01m
2 stops
American Airlines Logo
6:00 am - 9:35 pm
SJU
-
RAP
17h 35m
2 stops
$551American Airlines
Mon, Aug 24 - Sun, Aug 30
American Airlines Logo
6:10 pm - 2:10 pm
RAP
-
SJU
18h 00m
1 stop
American Airlines Logo
5:46 pm - 5:40 pm
SJU
-
RAP
25h 54m
2 stops
$599American Airlines
Thu, May 14 - Sat, May 30
American Airlines Logo
1:08 pm - 4:13 pm
RAP
-
STX
25h 05m
2 stops
American Airlines Logo
3:48 pm - 12:22 pm
STX
-
RAP
22h 34m
2 stops
$604American Airlines
Wed, Aug 26 - Mon, Aug 31
American Airlines Logo
5:02 pm - 2:38 pm
RAP
-
SJU
19h 36m
2 stops
American Airlines Logo
7:14 pm - 5:40 pm
SJU
-
RAP
24h 26m
2 stops
$604American Airlines
Wed, May 27 - Fri, May 29
United Airlines Logo
5:00 am - 11:50 pm
RAP
-
SJU
16h 50m
3 stops
United Airlines Logo
1:00 am - 12:29 pm
SJU
-
RAP
13h 29m
2 stops
$611United Airlines
Booking Insights

KAYAK's insights & trends for Rapid City to Caribbean flights

Get data-powered insights and trends into flights from Rapid City to Caribbean to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Rapid City to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Rapid City to Caribbean were found on United Airlines ($396) and American Airlines ($604).

Good to know

Low seasonNovember
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 8% increase in price.

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Rapid City to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Rapid City to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Rapid City to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Rapid City to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Rapid City to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Rapid City to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Rapid City to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Rapid City to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Rapid City to Caribbean

 
Need help choosing which airline to fly with from Rapid City to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9594 reviews
7.1Entertainment
6.6Food
7.3Comfort
8.1Crew
7.7Boarding
Airline reviews

Due to cancellation of connecting flight (Lufthansa) I didn’t fly with United

2.0 MediocreAnonymous, Apr 2026
SFO - FRA
Read more United Airlines reviews

Due to cancellation of connecting flight (Lufthansa) I didn’t fly with United

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

It was a red-eye, but the flight felt surprisingly quick. The seats were very comfortable, and that made resting much easier. I also want to thank the gentleman seated next to me, who graciously moved so my mom could sit beside me. We slept almost the entire way. The cabin crew was respectful in not disturbing us, while also being courteous and professional throughout. Thank you, United.

Packed in plane small uncomfortable seats elbow to elbow nobody wants to be in that situation for the money they paid

Vegetarian selection could be better. Bread was too hard to chew.

Crew was friendly and competent. Food, wine, and entertainment were excellent except the raw tuna on the flight to Split. Recommend against serving that - at least as the only option. Many medical conditions do not allow people to eat raw fish.

Overall flight was ok. Flight attendant was receptive to assisting passengers with tight connections.

Checking in united could not figure out my star alliance gold. Baggage did not get marked priority and didn't receive boarding passes. When got to SFO lounge personal fixed everything Immediately

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

It's a long flight and I would have liked better snacks between lunch and the arrival meal. It's fine to have fruit and nuts but I really don't like ramen because it's salty junk soup. I'd suggest sandwiches. They're not expensive nor are they hard to store for a long flight. The FA's had a couple of big services and they were super busy preparing, executing and then cleaning up. Then they disappeared.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

American Airlines is a miserable experience. It is predictably miserable, in the sense that every time I fly American, I brace myself for the certainty that it will be unpleasant and uncomfortable. But it is unpredictable in the sense that I never know if the flight will be on time or delayed nine hours (both happened to me this week). I never know if I will be able to sit in the seat that I selected when I purchased the ticket or if I will be told by Customer Service (!!!) that I must relocate from first class to a seat in the back of the aircraft with no explanation (both happened to me this week). Will the food be frozen and half defrosted, or scalding hot? Will the drinks be warm? Will the flight attendants be surly and mean? Will the toilets be cramped and foul? Will the seats be narrow and uncomfortable? Will there be a real electric outlet at the seat, or just an unreliable USB-2 port? Will there be enough seats in the boarding lounge or just a few? Will the boarding process be smooth and efficient, or will the gate agents mess it up and delay it needlessly for 30 or 40 minutes? Will the catering and cleaning crew be prompt or will they take an extra 30 minutes? Will the brakes on the aircraft work properly, or will the pilot delay takeoff for four hours while the ground crew attends to what can only be described as routine maintenance that should have been done the night before? I've eexperienced every one of these unpleasant things this year, 2026. The only thing I can reliably count on is that American will find a new way to make the experience of flying as miserable as they possibly can.

Flight was fine, but not having WiFi was a major negative

Friendly crew is the only nice thing. Seats uncomfortable. Food and snacks horrible. Movies were the same as the first 10 hour flight two weeks before

When I booked my flight a month ago - I selected a seat. That seat was NOT the one I ended up with when I checked into my flight the day before. This is the second time this has occurred. So, I checked my next flight on Wednesday and Thursday and no seat was assigned. Poor, very poor customer service.

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

American flight was diverted and delayed but app didn’t show that information so I wasn’t able to change my connection until the last min.

Wifi was spotty. Tray table was very dirty when I sat down.

Very disappointing. Flight was delayed by 1.5 hours and food options are very underwhelming even for first class seats (same food given to economy seats)

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports